DE69433220D1 - New structural vitamin D derivatives - Google Patents
New structural vitamin D derivativesInfo
- Publication number
- DE69433220D1 DE69433220D1 DE69433220T DE69433220T DE69433220D1 DE 69433220 D1 DE69433220 D1 DE 69433220D1 DE 69433220 T DE69433220 T DE 69433220T DE 69433220 T DE69433220 T DE 69433220T DE 69433220 D1 DE69433220 D1 DE 69433220D1
- Authority
- DE
- Germany
- Prior art keywords
- vitamin
- ring
- derivatives
- analogue
- membered
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 150000003710 vitamin D derivatives Chemical class 0.000 title abstract 6
- 229930003316 Vitamin D Natural products 0.000 abstract 5
- QYSXJUFSXHHAJI-XFEUOLMDSA-N Vitamin D3 Natural products C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C/C=C1\C[C@@H](O)CCC1=C QYSXJUFSXHHAJI-XFEUOLMDSA-N 0.000 abstract 5
- 235000019166 vitamin D Nutrition 0.000 abstract 5
- 239000011710 vitamin D Substances 0.000 abstract 5
- 229940046008 vitamin d Drugs 0.000 abstract 5
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/02—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen
- C07C47/198—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen containing ether groups, groups, groups, or groups
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P11/06—Antiasthmatics
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- A—HUMAN NECESSITIES
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- A61P13/12—Drugs for disorders of the urinary system of the kidneys
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- A61P17/02—Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
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- A61P5/00—Drugs for disorders of the endocrine system
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C35/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring
- C07C35/22—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring polycyclic, at least one hydroxy group bound to a condensed ring system
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- C07C35/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring
- C07C35/22—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring polycyclic, at least one hydroxy group bound to a condensed ring system
- C07C35/23—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring polycyclic, at least one hydroxy group bound to a condensed ring system with hydroxy on a condensed ring system having two rings
- C07C35/27—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring polycyclic, at least one hydroxy group bound to a condensed ring system with hydroxy on a condensed ring system having two rings the condensed ring system containing six carbon atoms
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C401/00—Irradiation products of cholesterol or its derivatives; Vitamin D derivatives, 9,10-seco cyclopenta[a]phenanthrene or analogues obtained by chemical preparation without irradiation
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/02—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen
- C07C47/19—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen containing hydroxy groups
- C07C47/192—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen containing hydroxy groups containing rings
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- C07C47/36—Saturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings containing hydroxy groups
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- C07C47/28—Saturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings
- C07C47/37—Saturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings containing ether groups, groups, groups, or groups
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/24—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing hydroxy groups
- C07C49/242—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing hydroxy groups containing rings other than six-membered aromatic rings
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- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
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- C07C49/517—Saturated compounds containing a keto group being part of a ring containing ether groups, groups, groups, or groups
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- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/687—Unsaturated compounds containing a keto groups being part of a ring containing halogen
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- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/703—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups
- C07C49/743—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups having unsaturation outside the rings, e.g. humulones, lupulones
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- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/753—Unsaturated compounds containing a keto groups being part of a ring containing ether groups, groups, groups, or groups
- C07C49/755—Unsaturated compounds containing a keto groups being part of a ring containing ether groups, groups, groups, or groups a keto group being part of a condensed ring system with two or three rings, at least one ring being a six-membered aromatic ring
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- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/01—Saturated compounds having only one carboxyl group and containing hydroxy or O-metal groups
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Immunology (AREA)
- Diabetes (AREA)
- Rheumatology (AREA)
- Dermatology (AREA)
- Endocrinology (AREA)
- Physical Education & Sports Medicine (AREA)
- Oncology (AREA)
- Hematology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Virology (AREA)
- Obesity (AREA)
- Pulmonology (AREA)
- Emergency Medicine (AREA)
- Biomedical Technology (AREA)
- Tropical Medicine & Parasitology (AREA)
- Molecular Biology (AREA)
- Neurosurgery (AREA)
- Communicable Diseases (AREA)
- Neurology (AREA)
- AIDS & HIV (AREA)
- Transplantation (AREA)
- Pain & Pain Management (AREA)
- Urology & Nephrology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention relates to analogues of vitamin D, which lack the combined presence of the trans-fused six-membered C-ring and of five-membered D-ring, but still possess a central part consisting of a substituted chain of five atoms, atoms which correspond to positions 8, 14, 13, 17 and 20 of vitamin D, and at the ends of which are connected, at position 20 a structural moiety representing part of the side-chain of vitamin D or of an analogue of vitamin D, and at position 8 the DELTA (5,7)-diene moiety connected to the A-ring of the active 1-alpha-hydroxy metabolite or of an established vitamin D analogue, to their preparation process, to pharmaceutical preparations comprising these compounds and to their use in medicine.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP93202037 | 1993-07-09 | ||
EP93202037 | 1993-07-09 |
Publications (2)
Publication Number | Publication Date |
---|---|
DE69433220D1 true DE69433220D1 (en) | 2003-11-06 |
DE69433220T2 DE69433220T2 (en) | 2004-08-19 |
Family
ID=8213977
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE69423966T Expired - Lifetime DE69423966T2 (en) | 1993-07-09 | 1994-07-07 | NEW STRUCTURAL VITAMIN D DERIVATIVES |
DE69433220T Expired - Lifetime DE69433220T2 (en) | 1993-07-09 | 1994-07-07 | New structural vitamin D derivatives |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE69423966T Expired - Lifetime DE69423966T2 (en) | 1993-07-09 | 1994-07-07 | NEW STRUCTURAL VITAMIN D DERIVATIVES |
Country Status (16)
Country | Link |
---|---|
US (2) | US6017907A (en) |
EP (2) | EP0972762B1 (en) |
JP (2) | JP4235256B2 (en) |
CN (1) | CN1103755C (en) |
AT (2) | ATE251133T1 (en) |
AU (1) | AU699200B2 (en) |
CA (1) | CA2166898C (en) |
DE (2) | DE69423966T2 (en) |
DK (2) | DK0707566T3 (en) |
ES (2) | ES2209327T3 (en) |
GR (1) | GR3033856T3 (en) |
NO (1) | NO314142B1 (en) |
NZ (1) | NZ271332A (en) |
PT (2) | PT972762E (en) |
RU (1) | RU2153491C2 (en) |
WO (1) | WO1995001960A1 (en) |
Families Citing this family (58)
Publication number | Priority date | Publication date | Assignee | Title |
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ES2209327T3 (en) * | 1993-07-09 | 2004-06-16 | Laboratoire Theramex | NEW STRUCTURAL ANALOGS OF VITAMIN D. |
HUT77612A (en) * | 1994-11-21 | 1998-06-29 | Wisconsin Alumni Research Foundation | 18,19-dinor-vitamin d compounds, pharmaceutical compositions containing the same, their use |
US5661140A (en) * | 1994-11-21 | 1997-08-26 | Wisconsin Alumni Research Foundation | 18-nor-vitamin D compounds |
PT771789E (en) * | 1995-10-30 | 2000-05-31 | Hoffmann La Roche | 1 ALPHA 26-DI-HYDROXY-D-HOMO-VITAMIN D3 |
KR19990067173A (en) * | 1995-10-31 | 1999-08-16 | 클라우스너 프리돌린, 롤란드 보러 | 24-homo-26,27-hexafluoro-cholecalciferol |
US5716946A (en) * | 1996-02-13 | 1998-02-10 | Wisconsin Alumni Research Foundation | Multiple sclerosis treatment |
DE19619036A1 (en) | 1996-04-30 | 1997-11-13 | Schering Ag | New vitamin D derivatives with carbo- or heterocyclic substituents at C-25, process for their preparation and their use in the manufacture of medicinal products |
CA2288629A1 (en) * | 1997-05-23 | 1998-11-26 | F. Hoffmann-La Roche Ag | Cyclohexanediol derivatives |
AU735676B2 (en) * | 1997-06-10 | 2001-07-12 | Mrc Holdings Pty Limited | Method of treatment of liver tumours and pharmaceutical compositions for use therein |
AUPO727097A0 (en) * | 1997-06-10 | 1997-07-03 | Unisearch Limited | Method of treatment of hepatoma and pharmaceutical compositions for use therein |
ATE238986T1 (en) | 1997-09-08 | 2003-05-15 | Hoffmann La Roche | 1,3-DIHYDROXY-20,20-DIALKYL VITAMIN D3 ANALOGUE |
US5919986A (en) * | 1997-10-17 | 1999-07-06 | Hoffmann-La Roche Inc. | D-homo vitamin D3 derivatives |
AU2549099A (en) * | 1998-02-24 | 1999-09-15 | Chugai Seiyaku Kabushiki Kaisha | 24-hydroxyvitamin d derivatives |
US6184422B1 (en) | 1998-02-26 | 2001-02-06 | Hoffman-La Roche Inc. | Cyclohexanediol derivatives |
ATE515265T1 (en) * | 1998-03-27 | 2011-07-15 | Univ Oregon Health & Science | VITAMIN D AND ITS ANALOGUES FOR THE TREATMENT OF TUMORS AND OTHER HYPERPROLIFERATIVE DISEASES |
US5962707A (en) * | 1998-08-18 | 1999-10-05 | Wisconsin Alumni Research Foundation | 19-nor-vitamin D3 compounds with calcemic activity |
US6479474B2 (en) | 1999-07-08 | 2002-11-12 | Wisconsin Alumni Research Foundation | Dietary calcium as a supplement to vitamin D compound treatment of multiple sclerosis |
DE19935771A1 (en) | 1999-07-23 | 2001-02-01 | Schering Ag | New vitamin D derivatives with cyclic substructures in the side chains, processes and intermediates for their manufacture and their use in the manufacture of pharmaceuticals |
US6310262B1 (en) * | 1999-10-18 | 2001-10-30 | Basilea Pharmaceutica Ag | Process for preparing retiferol derivatives |
JP4970682B2 (en) * | 1999-12-08 | 2012-07-11 | ラボラトワール テラメックス | Vitamin D precursors, methods and intermediates |
US6191292B1 (en) * | 1999-12-08 | 2001-02-20 | Laboratoire Theramex | Precursors of the A-ring of vitamin D and method and intermediates for the preparation thereof |
GB0305332D0 (en) * | 2003-03-10 | 2003-04-09 | Leuven K U Res & Dev | Biological evaluation of novel vitamin D analogues |
JP2007501864A (en) * | 2003-06-11 | 2007-02-01 | ノバセア インコーポレイティッド | Treatment of immune mediated diseases by active vitamin D compounds alone or in combination with other therapeutic agents |
US20050074443A1 (en) * | 2003-10-03 | 2005-04-07 | Treadwell Benjamin V. | Methods of attenuating autoimmune disease and compositions useful therefor |
GB0422929D0 (en) * | 2004-10-15 | 2004-11-17 | Leuven K U Res & Dev | Bioactive vitamin D analogues |
US7713951B2 (en) * | 2004-04-09 | 2010-05-11 | Wisconsin Alumni Research Foundation | 2-alkylidene-18,19-dinor-vitamin D compounds |
GB0423091D0 (en) * | 2004-10-19 | 2004-11-17 | Leuven K U Res & Dev | Bioactive vitamin d analogues |
US20080069814A1 (en) * | 2005-01-05 | 2008-03-20 | Novacea, Inc. | Prevention of Thrombotic Disorders with Active Vitamin D Compounds or Mimics Thereof |
BRPI0610077A2 (en) * | 2005-04-22 | 2010-05-25 | Novacea Inc | treatment, prevention and mitigation of pulmonary disorders associated with chemotherapy or radiotherapy with active or mimetic vitamin D compounds |
JP2011510088A (en) * | 2008-01-22 | 2011-03-31 | ウイスコンシン アラムニ リサーチ ファンデーション | 13,13-Dimethyl-des-C, D analog of 1α, 25-dihydroxy-19-nor-vitamin D3 compound and its topical composition dosage form and method for treating skin conditions thereby |
US8109466B2 (en) * | 2008-06-23 | 2012-02-07 | Rohr, Inc. | Thrust reverser cascade assembly and AFT cascade ring with flow deflector portion |
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CN102448466A (en) * | 2009-05-20 | 2012-05-09 | 混合基因股份公司 | New therapeutical uses of inecalcitol |
BR112012003372A2 (en) | 2009-08-14 | 2019-09-24 | Berg Biosystems Llc | vitamin d3 and the like for the treatment of alopecia. |
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CH667087A5 (en) * | 1984-01-30 | 1988-09-15 | Wisconsin Alumni Res Found | UNSATURATED 1-HYDROXYVITAMIN D-LINKS IN THE SIDE CHAIN. |
NZ232734A (en) * | 1989-03-09 | 1991-11-26 | Wisconsin Alumni Res Found | 19-nor vitamin d derivatives and pharmaceutical compositions |
CA1333616C (en) * | 1989-03-09 | 1994-12-20 | Hector F. Deluca | 19-nor-vitamin d compounds |
DE3913310A1 (en) * | 1989-04-20 | 1990-10-25 | Schering Ag | New 10,19-methylene-9,10-seco-pregnane derivs. - useful as vitamin=D analogues with anti-proliferative activity |
AU650751B2 (en) * | 1991-05-28 | 1994-06-30 | Wisconsin Alumni Research Foundation | Novel synthesis of 19-nor vitamin D compounds |
AU666563B2 (en) * | 1992-08-07 | 1996-02-15 | Wisconsin Alumni Research Foundation | Preparation of 19-nor-vitamin D compounds |
IL107185A (en) * | 1992-10-06 | 1998-02-22 | Schering Ag | Vitamin d, 25-carboxylic acid derivatives and pharmaceutical compositions containing the same |
ES2209327T3 (en) * | 1993-07-09 | 2004-06-16 | Laboratoire Theramex | NEW STRUCTURAL ANALOGS OF VITAMIN D. |
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Owner name: K.U. LEUVEN RESEARCH & DEVELOPMENT, LEUVEN, BE Owner name: ROGER BOUILLON, HERENT, BE Owner name: UNIVERSITEIT GENT, GENT, BE |